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54345

Sigma-Aldrich

N-(2-Hydroxyethyl)iminodiacetic acid

≥98.0% (T)

Synonym(s):

Ethanol diglycine

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About This Item

Linear Formula:
HOCH2CH2N(CH2COOH)2
CAS Number:
93-62-9
Molecular Weight:
177.16
Beilstein/REAXYS Number:
1780628
EC Number:
202-263-9
MDL number:
MFCD00004293
UNSPSC Code:
12352106
PubChem Substance ID:
57651469
NACRES:
NA.22

$72.45

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Available to ship onApril 15, 2025Details

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Quality Level

100

assay

≥98.0% (T)

form

solid

mp

178 °C (lit.)

application(s)

peptide synthesis

SMILES string

OCCN(CC(O)=O)CC(O)=O

InChI

1S/C6H11NO5/c8-2-1-7(3-5(9)10)4-6(11)12/h8H,1-4H2,(H,9,10)(H,11,12)

InChI key

JYXGIOKAKDAARW-UHFFFAOYSA-N

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General description

N-(2-Hydroxyethyl)iminodiacetic acid (HEIDA) is a biodegradable and strong metal chelating agent, similar to nitrilotriacetic acid (NTA).[1]

Application

N-(2-Hydroxyethyl)iminodiacetic acid (HEIDA) can be used in the following processes:
  • HEIDA can be used as a metal chelating agent for Fe(III) ion. The presence of HEIDA improves the Fenton′s destruction performance of PCE (perchloroethylene) existing as dense non-aqueous phase liquid (DNAPL) in soil slurry systems.[1]
  • Oxorhenium(V) complexes with HEIDA are used for the carboxylation of ethane by CO, with potassium peroxodisulfate (K2S2O8)/trifluoroacetic acid (TFA), to afford propionic and acetic acid in good yield.[2]
  • Vanadium complexes with HEIDA are used for the peroxidative hydroxylation of benzene and oxidation of mesitylene.[3]

pictograms

Exclamation mark
GHS07

signalword

Warning

Hazard Classifications

Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3

target_organs

Respiratory system

Storage Class

11 - Combustible Solids

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

dust mask type N95 (US), Eyeshields, Gloves

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Certificates of Analysis (COA)

Lot/Batch Number
BCCG8110
BCCF4217
BCBW0969
BCBV6449
BCBP8235V

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Single-Pot Ethane Carboxylation Catalyzed by New Oxorhenium (V) Complexes with N, O Ligands.
Kirillov AM, et al.
Advanced Synthesis & Catalysis, 347(10), 1435-1446 (2005)
Single-Pot Ethane Carboxylation Catalyzed by New Oxorhenium (V) Complexes with N, O Ligands.
Kirillov AM, et al.
advanced synthesis and catalysis, 347(10), 1435-1446 (2005)
Namgoo Kang et al.
Chemosphere, 63(10), 1685-1698 (2005-12-06)
The Fenton's system is applied to the destruction of perchloroethylene (PCE) present as a dense non-aqueous phase liquid (DNAPL) in soil slurry systems; the initial concentration of PCE was 45 times higher than its aqueous solubility. Studies were conducted in
Peroxidative oxidation of benzene and mesitylene by vanadium catalysts.
Reis PM, et al.
J. Mol. Catal. A: Chem., 224(1-2), 189-195 (2004)
Y Inoue et al.
Bioscience, biotechnology, and biochemistry, 60(5), 811-817 (1996-05-01)
A ras oncogene-amplified recombinant BHK-21 cell line (ras-rBHK-IgG) has been established, and was shown to hyperproduce the recombinant IgG chimeric human monoclonal antibody (hMAb) AE6F4, which recognizes lung cancer cells. We found that the ras-rBHK-IgG cell could be easily cultured
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